312297-52-2Relevant academic research and scientific papers
Diastereoselective allylation of a chiral imine with allylzinc reagents: Diastereoselective synthesis of a novel broad spectrum carbapenem
Sugimoto,Imamura,Sakoh,Yamada,Morishima
, p. 1747 - 1750 (2007/10/03)
Diastereoselective allylation of chiral imine with allyl-metal reagents was applied to prepare β-amino acid derivative as a key intermediate for the synthesis of a novel carbapenem 1. Combination of the allylzinc reagents and chiral imine, which was derived from L-valine methyl ester as a chiral auxiliary afforded a homoallylamine in good yield with excellent diastereoselectivity.
Stereoselective synthesis of a broad spectrum 1β-methylcarbapenem, J-114,870
Imamura, Hideaki,Shimizu, Aya,Sato, Hiroki,Sugimoto, Yuichi,Sakuraba, Shunji,Nakajima, Shigeru,Abe, Shinnosuke,Miura, Keiko,Nishimura, Ikuko,Yamada, Koji,Morishima, Hajime
, p. 7705 - 7713 (2007/10/03)
An ultra-broad spectrum carbapenem, J-114,870 (1), was synthesized from the corresponding C-2 side chain and 1β-methylcarbapenem enolphosphate. Synthesis of the C-2 side chain was accomplished by installation of the benzene part to (4R)-hydroxy-2-pyrrolidone 3, affording 2-phenylpyrrolidine 8a, and asymmetric Michael addition of chiral amine to α,β-unsaturated ester derived from 8a. (C) 2000 Elsevier Science Ltd.
